4-benzyl-3-(4-methoxyphenyl)-5-(phenylsulfanyl)-4H-1,2,4-triazole | 708245-91-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-benzyl-3-(4-methoxyphenyl)-5-(phenylsulfanyl)-4H-1,2,4-triazole
• 英文别名: 4-Benzyl-3-benzylsulfanyl-5-(4-methoxyphenyl)-1,2,4-triazole
• CAS: 708245-91-4
• 化学式: C₂₃H₂₁N₃OS
• 分子量: 387.505
• InChiKey: AFRXDQCAGPORFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  65.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-benzyl-3-(4-methoxyphenyl)-5-(phenylsulfanyl)-4H-1,2,4-triazole 在 aluminum (III) chloride 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以93%的产率得到5-(4-甲氧基苯基)-4H-1,2,4-噻唑-3-硫醇
  参考文献：
  名称：

  Synthesis of 5-substituted 3-mercapto-1,2,4-triazoles via Suzuki–Miyaura reaction

  摘要：

  3-Bromo- and 3-iodo-N,S-dibenzyl-5-mercapto-1,2,4-triazoles were prepared and demonstrated as versatile building blocks for Suzuki-Miyaura cross-coupling with aryl, heteroaryl, and vinyl boronic acid derivatives. Deprotection of the resulting coupling products provided 5-substituted-3-mercapto-1,2,4-triazoles in good overall yields. This represents a novel and convenient approach for the introduction of a 3-mercapto-1,2,4-triazole substructure into target compounds. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.067
• 作为产物：
  描述：

  4-benzyl-4H-1,2,4-triazole-3-thiol 在 N-碘代丁二酰亚胺 、 四(三苯基膦)钯 、 sodium hydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 4.0h， 生成 4-benzyl-3-(4-methoxyphenyl)-5-(phenylsulfanyl)-4H-1,2,4-triazole
  参考文献：
  名称：

  Synthesis of 5-substituted 3-mercapto-1,2,4-triazoles via Suzuki–Miyaura reaction

  摘要：

  3-Bromo- and 3-iodo-N,S-dibenzyl-5-mercapto-1,2,4-triazoles were prepared and demonstrated as versatile building blocks for Suzuki-Miyaura cross-coupling with aryl, heteroaryl, and vinyl boronic acid derivatives. Deprotection of the resulting coupling products provided 5-substituted-3-mercapto-1,2,4-triazoles in good overall yields. This represents a novel and convenient approach for the introduction of a 3-mercapto-1,2,4-triazole substructure into target compounds. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.067

文献信息

• Synthesis of 5-substituted 3-mercapto-1,2,4-triazoles via Suzuki–Miyaura reaction
  作者：Sarmite Katkevica、Pavlo Salun、Aigars Jirgensons

  DOI：10.1016/j.tetlet.2013.06.067

  日期：2013.8

  3-Bromo- and 3-iodo-N,S-dibenzyl-5-mercapto-1,2,4-triazoles were prepared and demonstrated as versatile building blocks for Suzuki-Miyaura cross-coupling with aryl, heteroaryl, and vinyl boronic acid derivatives. Deprotection of the resulting coupling products provided 5-substituted-3-mercapto-1,2,4-triazoles in good overall yields. This represents a novel and convenient approach for the introduction of a 3-mercapto-1,2,4-triazole substructure into target compounds. (c) 2013 Elsevier Ltd. All rights reserved.